Sodium Carbonate → 4-amino-N-butylphthalimide

HRID 1633958

반응식

HRID 1633958 반응식
[CH2:1]([N:5]1[C:9](=[O:10])[C:8]2=[CH:11][C:12]([N+:15]([O-])=O)=[CH:13][CH:14]=[C:7]2[C:6]1=[O:18])[CH2:2][CH2:3][CH3:4].S(S([O-])=O)([O-])=O.[Na+].[Na+].C(=O)([O-])[O-].[Na+].[Na+]>CO.O>[CH2:1]([N:5]1[C:9](=[O:10])[C:8]2=[CH:11][C:12]([NH2:15])=[CH:13][CH:14]=[C:7]2[C:6]1=[O:18])[CH2:2][CH2:3][CH3:4]

참가 물질

6

반응물 3

HCID 10340Sodium CarbonateHCID 24489Sodium DithioniteHCID 932972-Butyl-5-nitro-1H-isoindole-1,3(2H)-dione

생성물 1

HCID 3289774-amino-N-butylphthalimide수율 59.2%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

A solution of N-butyl-4-nitrophthalimide (1.45 g, 5.8 mmol) in methanol (30 mL) was added drop wise to a well stirred solution of sodium dithionite (6.50 g, 37.1 mmol) and sodium carbonate (3.22 g, 30.5 mmol) in water (40 mL), while the temperature was maintained at 70° C. After addition, heating at 70° C. was continued for a further 30 minutes, then the reaction mixture was allowed to cool to room temperature. The reaction volume was reduced to one third by rotary evaporation, and the residual water solution was extracted with diethyl ether (2×50 mL). The combined organic phases were dried with anhydrous Na2SO4, and then taken to dryness. The residual oil was recrystallised from ethanol/water to give 750 mg (59%) of N-butyl-4-aminophthalimide.

후처리

  1. additionAfter addition
  2. temperatureheating at 70° C.
  3. temperatureto cool to room temperature
  4. customThe reaction volume was reduced to one third by rotary evaporation
  5. extractionthe residual water solution was extracted with diethyl ether (2×50 mL)
  6. dry with materialThe combined organic phases were dried with anhydrous Na2SO4
  7. customThe residual oil was recrystallised from ethanol/water

출처 및 근거

ORD 기록
ord-59cb9c93e6c0454e980d30d7a40fad3a
출처 데이터셋
uspto-grants-2003_01
특허 번호
US06503949B1

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